Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Ho'okipa Villa: Historic Home + Guest Cottage in Kahala

Reviews (5)

Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq....

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Honolulu, Hawaii

Hale Kamaole #309 Spacious Ocean View Family Vacation Condo Near Kamaole Beaches

Reviews (32)

This outstanding condo, situated in the Kihei Hale Kamaole Resort, features ocean views from every room! Watch the whales from our lanai. The two bedroom plus loft, split level unit has over 1300 square feet of living area. Completely furnished in a casual, comfortable...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Haleiwa Oceanfront Cottage - Charming 1BR Retreat

Reviews (94)

Discover the delightful onebedroom getaway nestled right within Haleiwa. Nestled just a 22-minute drive from the renowned Banzai Pipeline and 24 minutes from the stunning Turtle Bay Beach, this cozy retreat offers the perfect base for your Hawaiian adventure. ocean...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 haleiwa, Hawaii

Oceanviews, Fresh Upgrades at the Luxurious Grand Seascape K407!!

Reviews (12)

Situated in the centrally located "Penthouse" building on the 4th floor in a west-facing ocean view corner location with breathtakingly beautiful panoramic ocean and sunset views, this 2.5 bedroom (king bed in each bedroom plus 2 twin beds the enclose-able den that can...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Hikina House- cozy yet airy-Walk to Kehena Beach

Reviews (1)

Hikina (east) house has lots of light and ventilation, ceiling fans, privacy. Great kitchen and wet bar for people who love to cook. It has a big master suite with a king bed, full bathroom, wet bar. There are two separate small decks. Washer & dryer on one deck.IIt's a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 2
📍 Pahoa, Hawaii

NOW OPEN & REDUCED- up to > 4/21 ~ Platinum Maui Vacations Villa ~ ALL 5 STARS ~

Reviews (62)

THIS IS ONE OF THE GOOD ONES; NO DISAPPOINTMENTS HERE! ALL 5 STAR guest posted REVIEWS!VERY COMPETITIVE PRICING; VERY WELL APPOINTED; VERY NICE VILLA!Hawaii Tax ID# TA‐017‐672‐8064‐01Aloha! Welcome to Hale 'Ikena Makai, pronounced Ha-lay e-ken-na ma-ki, 'Home with a...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Lahaina, Hawaii

Immersed in nature Home w/ A/C, bbq area, Hale Poola

Reviews (4)

Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

Full Ocean View - Steps to the Beach! Free Parking and Wi-Fi

Reviews (167)

Enjoy waking up to paradise right outside your window. Step out on your private lanai and breathe in the sweet tropical air as you watch the graceful surfers ride the gentle breaking waves. Take advantage of your home-away-from-home and prepare a meal from your...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Honolulu, Hawaii

Your Very Own Private Hawaiian Resort - Top-Rated, Fully STVR Permitted

Reviews (106)

Situated facing east to catch the prevailing tradewinds, as well as the morning sunrise, and evening moonrise, the top-rated Hale Ke Kua (Tradewinds House) is a memorable way to relax, unwind and enjoy East Hawaii. Situated on a full acre only 400 yards from the ocean,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Keauu, Hawaii

Not Like the Rest- Immaculate Remodeled Luxury Golf Villa-See Our Photos

Reviews (111)

Book this luxury golf villa on the Big Island for your next Hawaii vacation! Celebrate in the relaxed luxury provided at this recently remodeled Tommy Bahama designer-decorated townhome at the Golf Villas at the world-renowned Mauna Lani Resort on the Kohala Coast...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kohala Coast, Hawaii

Ko Olina Resort Beach Oasis- Ground Floor 2 bedroom Condo, Near Pool, sleeps 4

Reviews (15)

Coming to Ko Olina for a full month? Come stay in a great condo with a prime location at Ko Olina Kai gated community.This is a wonderful 1,144 sq. ft. two bedroom ground floor end-unit condo, within a 8 to 10 minute walk to the beach lagoons, and directly behind the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Ko Olina, Hawaii

Kihei Beach Cottage - 1 Block to the Beach!

Reviews (9)

This cozy 2-bedroom, 1-bathroom cottage is just one block from the beach, offering a peaceful and private retreat. Perfect for a relaxing vacation or remote workers, traveling healthcare professionals, snowbirds or those in transition to longer-term accommodation. The...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Location! 2br/1ba Condo 2 blocks to Waikiki main beach, on-site parking

Reviews (5)

Beautifully decorated Waikiki 2br/1ba 8th floor condo in secured building, pool, assigned parking, steps to public transportation, a/c, in unit washer/dryer, new mattresses (Master bedroom king mattress, second bedroom queen mattress), new paint and new flooring, 2...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

1 BR / 2 BA Oceanfront Mauna Lani Terrace Condo

Reviews (136)

The Mauna Lani Terrace is a premier oceanfront property located within the 5-star Mauna Lani Resort on the Kohala Coast of the Big Island. Adjacent to the Mauna Lani Bay Hotel on the only beachfront condominium site in the Mauna Lani Resort, the Terrace is a short...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waimea, Hawaii

Lush Luxury Oasis with Private Pool, Spa, AC, Yard & Coastal Views: OneOcean 1C

Reviews (13)

3BD OneOcean (1C) at Mauna Lani Resort is a private oceanfront retreat on the Big Island’s Kohala Coast, where over 3,000 square feet of indoor-outdoor living blends with lush tropical landscaping, golf course greens, and serene ocean views. This two-level residence is...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Luxury Ocean View 4 Bedroom Home

Reviews (19)

This home is set in the prestigious Kukuiula neighborhood. It is a single-story home offering a spacious floor plan. The gourmet kitchen flows seamlessly into the living area making it the perfect place for the cook in your group to serve pupus while you sip wine and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Mala Hale: Elegant Gardenview Home w/Spa, AC, & Serene Lanai w/BBQ - Mala Hale

Reviews (20)

Nestled in the heart of Princeville on Kauai’s North Shore, Mala Hale is a spacious three-bedroom retreat designed for relaxation, connection, and a true sense of island life. With vaulted ceilings, lush garden and mountain views, and inviting outdoor living spaces,...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

Premium Studio Suite on Beautiful Ka'anapali Beach

Reviews (9)

Beautiful premium condo resort on Ka'anapali Beach. Studio condominium is 480 sq ft with king size bed and a sofa sleeper and small kitchen with full refrigerator, microwave, dishwasher and 2 burner cooktop. In-room amenities include Jacuzzi tub, DVD player, private...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Northshore - Paia Beach Town

Reviews (67)

Walk to the beach and everything in Paia Town. Paia Family House is very spacious, well equipped, with a variety of comfortable indoor, and sweet outdoor living spaces for everyone! There's a yard where kids can play, and views out over the green cane fields. This 4...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Paia, Hawaii

New Years Week 12-28 to 1-4-26 Westin Kaanapali Ocean Villas 2 br island view

Reviews (4)

PRICE REDUCED to $850/night -- basically the cost for one, small, standard resort hotel room nearby! This two-bedroom, island-view unit is available (as of now) for seven nights, checking in on Sunday 12/28/25 and checking out on Sunday 1/4/26. Why not spend two holiday...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

BBQ Grill on the lanai and Beach Gear Included! Waikoloa Beach Villas G1

Reviews (25)

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas G1Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: One Queen BedAmenities:Beach...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Hawaiiana Hale – Ka'anapali Beachfront Home

Reviews (20)

Hawaiiana Hale is one of the most luxurious beachfront homes in Maui. With breathtaking panoramic views that sweep from the golden sands of world-class Ka'anapali Beach to the warm, calm waters and the islands of Lana'i and Moloka'i. You will experience true paradise at...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Direct Oceanfront Valley Isle Resort 1009

Reviews (21)

Enjoy spectacular unobstructed 180-degree views from our direct oceanfront vacation rental one bedroom condo at the Valley Isle Resort, located on the beach in beautiful West Maui. Swim, snorkel, relax by the heated swimming pool or just enjoy the breathtaking views of...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Heavenly Waters Hawaii – Near Beach 69 in Puako

Reviews (30)

Heavenly Waters Hawaii is a tranquil oceanside tropical retreat in Puako, perfect for your next family vacation. This spacious three building estate includes a large oceanfront cliffside pool and hot tub to enjoy memorable Hawaiian sunsets. It is ideally situated on the...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Puako, Hawaii

Idylliic beachfront private guest suite on the beautiful North Shore of Oahu

Reviews (37)

Beachfront property just walk onto the beach any time, located on a quiet cul-de-sac. The minimum length of stay is 14 days and I will block a 30 day period as the law regarding this property state that it may not be rented for fewer than 30 consecutive days; however...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waialua, Hawaii

Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai

Reviews (3)

Imagine waking in the primary suite of Waiulu Tropical Sanctuary, where collapsible walls vanish to reveal ocean breezes and poolside serenity—a magical start to your Hualalai escape. Masterfully redesigned by Henderson Design Group, this 4-bedroom estate, with a...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!

Reviews (51)

When only the Best will do! * Beautifully remodeled AIR CONDITIONED oceanfront condo! * FREE HI SPEED WIRELESS INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Hale Iki - A lovely Little House on the beautiful Big Island

Reviews (7)

Hale Iki is a treasured family home for 3 generations. Tropical sunsets and the wide Pacific Ocean is all yours, right out front, all day long for you to enjoy. Recently remodeled, Hale Iki has a darling new kitchen with black sand granite countertops, ocean seaglass...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Hawaiian Haven @ KoOlina Kai // Family Friendly, near pool

Reviews (17)

This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier Ko Olina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous Ko Olina LPGA-level golf course. Convenience is at your...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Beautiful Villa just steps from Pool. Long Term and Senior Discounts Available.

Reviews (82)

The Waikoloa Colony Villas is part of private gated community of luxury townhomes. It is on the South Kohala Coast within the world renown Waikoloa Beach Resort.It is centrally located with the best beaches and weather on Hawaii's Big Island. BEAUTIFULLY DECORATED UNIT...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waikoloa, Hawaii

Ocean View Hanalei Bluff House With Pool

Reviews (8)

Discover Hanalei Bluff House located in Princeville overlooking the beautiful Hanalei Bay. This stunning newly constructed 3 bedroom 3.5 bath open concept house offers a salt water pool and the best of cool style and modern tropical living. Hanalei Bay, ocean, mountain,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

Reviews (61)

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Hawaii Oceanview Oasis: Come to Work, Play, Relax. On Ironman Path!

Reviews (5)

Welcome to your dream Hawaiian escape! This spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort and convenience, making it an ideal retreat for couples, families, remote workers, or anyone seeking a rejuvenating getaway. Enjoy the unique...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

DIRECT OCEAN FRONT 2Bd/2Bath Whaler on Kaanapali Beach

Reviews (20)

Discover our beautifully spacious 2 bedroom, 2 bath Direct Ocean Front condo at The Whaler #1102. This particular home is a rare and sought after condominium, located on the north corner of Tower I. It’s 11th floor location offers an unobstructed northern view from the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Lahaina, Hawaii

$150 off the normal nightly rate ($825) for May 22nd to July 20th dates

Reviews (64)

Cozy coastal sanctuary steps from Waialea Bay. Tucked into lush tropical landscaping, Honu is a beautifully simple, single‑story retreat designed for serene beach‑side living. The home features a central living and dining area adjacent to a recently updated kitchen,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kamuela, Hawaii

Artevilla at Pauoa Beach - Luxury Estate with Private Pool & Club Perks

Reviews (42)

Welcome to Artevilla at Pauoa Beach, the best of modern living in a classic Hawaiian setting.Nestled adjacent to the renowned Fairmont Orchid 5-star Hotel and Mauna Lani, Auberge Resorts Collection, Artevilla is a lavish two-story villa offering unrivaled luxury....

🛏 5 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 13
📍 Kamuela, Hawaii

Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage

Reviews (52)

HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Near the Beach Great Views Pool Splitpac AC, Parking Queen Fast Wi-Fi

Reviews (32)

Located just blocks from San Souci Beach & Diamond Head. This large, beautifully renovated, 684 sq/ft condo is across from Kapiolani Park in the quiet, "Old Hawaii" neighborhood of Waikiki. Split-pack A/C and 400 MBPS Business Class WIFI; Ideal for remote workers.Walk...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

5-star and rave reviews. Amazing views. Newly furnished. Specials for April/May!

Reviews (161)

SPECIAL RATES for the 2025 Fall Season! Relax in what feels like your open-air home in paradise! Stunning views. Savor the outside air and breezes on your lanai. Superbly maintained. Consistent rave reviews (for years as we are original proud owners).Discounts for stays...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Ko Olina, Hawaii

Beautiful renovated 1BR - best quality and value

Reviews (94)

This remodeled, spacious, one-bedroom Maui Eldorado Resort condominium offers comfortable non-smoking accommodation for up to 4 guests. The fully air-conditioned condominium is sparkling with a new kitchen that includes all new stainless steel appliances, new bathroom,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate

Reviews (2)

We are 2 luxury oceanfront vacation rentals on the Kona Coast. Voted "Best Private Estate in - Kailua Kona Hawaii" October 1, 2016 These two beautiful homes share the estate’s lava rock saltwater pool and jacuzzi, lushly landscaped yard overlooking the Pacific ocean,...

🛏 13 Bedrooms
🛁 9 Bathrooms
👤 Sleeps 34
📍 Kailua Kona, Hawaii

Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps away

Reviews (188)

(Please note there is a 7 night minimum at Christmas time. ) We are the newest complex on Alii Drive in Kona. Our location can't be beat. NOTE: LOTS OF UPGRADES added. We just added all New stainless steel appliances, a new central air conditioning system, and beautiful...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Beautiful and Serene Maui Kamaole Condo I-209

Reviews (16)

This ocean view, two-bedroom, two-bath condominium is located near the front of Maui Kamaole and is located up one flight of stairs on the second level. Inside you will notice it is designed in the style of a townhouse with the master bedroom on the main floor and a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

SPRING BREAK SPECIAL! Lau'eki Estate ~ Hualalai ~ Sweeping Views ~ Infinity pool

Reviews (7)

Step through a tropical courtyard into Elegant Lalani Lau’eki Estate, a 4-bedroom retreat with a separate Ohana guesthouse, ideal for couple getaways or family gatherings. A breathtaking hallway frames ocean views from the expansive lanai, where you’ll sip coffee as the...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Kailua Kona, Hawaii

Nestle Into Your Private Cottage After a Busy Day. Enjoy the Hottub - Permitted

Reviews (17)

Maui County Rental permit - STPH 2013/0024TA-091-083-1616-01TMK-270031060000Fabulous views, privacy and quiet were foremost for us in choosing where to build our dream home in Hawaii. We looked for several years before finding this special Maui hilltop location on the...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Haiku-Pauwela, Hawaii

UPGRADED-Sands of Kahana #326 OCEANFRONT, 2 Bd Rooms, AC, amazing view, sleeps 6

Reviews (108)

Imagine your next vacation in paradise and now imagine you are able to rent a condo that has all of the comforts of home and the views dreams are made of. Sands of Kahana unit 326 on the second floor of the oceanfront building 3 (feels like 3rd. Floor due to first...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!

Reviews (136)

Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Ohana Retreat - The Real Hawaiian Experience

Reviews (25)

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

🛏 8 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

Fantastic 4th Floor Views of Ocean, Pool & Haleakala

Reviews (96)

IF you have been hearing on the news that Short Term Rentals on Maui might be phased out NO WORRIES about booking at Sugar Beach Resort. We are located in a Country Zoned Hotel/Resort area. Only those in Apartment Zones are potentially going to be phased out. Watch the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

NEWLY REMODELED! Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA

Reviews (105)

Aloha! We are back on the rental market after a lengthy remodel! Enjoy beautiful ocean views while relaxing in our very spacious 2 story, 2 bedroom/2.5 bath Condo/Townhouse! Our end unit, #1702, has 1500 sq ft of living area, plus 400 sq ft of lanai/patio area. Great...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea-Makena, Hawaii

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