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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Hawaii Life Rentals Presents Puu Poa 302

This beautiful third-floor, two-bedroom unit features stunning ocean views from almost every angle and would be perfect for a honeymoon or two traveling couples. The main living area features comfortable, modern furniture with an HD smart TV for all your entertainment...

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

Hot Deal! Turtle Bay Villas 311 by Gather: Beachfront w/ Shared Pool, Spa, AC

Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Spacious condo located near tennis courts, pools & Poipu beach

Kahala #214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the beauty of Poipu Beach at this stunning condo in the Kahala at Poipu Kai complex in Koloa, HI. Nestled within...

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

Watch the whales and spectacular sunset views from your balcony!!

.This oceanfront resort in Poipu Beach Kauai, features amazing close views of the ocean, you are less than 100 yards from the ocean and less than a 5 minute walk from an amazing kid safe beach. Walk to stores and restaurants and many other cool shops at Kukuiula Village...

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

Kanaloa | Unimpeded Views of the Ocean

Summary:Welcome to Kanaloa 2403, a serene 2-bedroom plus loft (that features additional sleeping space) condo with unimpeded views of the stunning blue ocean and the resort pool just steps away. Maximum occupancy strictly enforced in accordance with local ordinances.The...

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

Luxury Penthouse, Golf View, Gourmet kitchen, Sleeps 6

Aloha and welcome to our home on the Big Island of Hawaii!The island style Fairway Villas in the Waikoloa Beach Resort is the perfect location from which to explore the breathtaking Big Island. Situated just 15 minutes north of the Kona Airport and directly across from...

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

COMPLETELY REMODELED-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING

Book with confidence, this nicely updated, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...

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

Top-floor condo with amazing ocean/Bali Hai view, lanai, AC, 2 pools & tennis

Hanalei Bay Resort 8233Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire unobstructed views of the Pacific Ocean, the mountains, and iconic Bali Hai from Hanalei Bay Resort...

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

Stay with Us, Memories Guaranteed- 5 star-Decor- Design = Delight! SPECIALS

Kahana Reef #303 invites you to escape the hustle and bustle of everyday life and immerse yourself in your own slice of paradise from this idyllic oceanfront condo, where every moment is adorned with stunning 180-degree water views. When you arrive, mix a tropical...

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

Malia Kai#18: Beautiful Townhome in Heart of Kona Town: Walk to everything!

Malia Kai#18 is a unique & special rental opportunity for your upcoming Hawaii Vacation! Enjoy Townhome Living with no one above or below you in the heart of Kona Town! Boutique Styled, you'll notice this intimate complex is extremely quiet & the perfect oasis for one...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

On the Edge of a Gulch, Privacy, Charm, Unique Style Cottage - Permitted

Maui County Rental permit - BBPH 2011/0001TA-063-891-2512-01/ GE-063-891-2512-01TMK-270360090000Romantic, unique, charming coral rock cottage perched on the edge of Maliko Gulch. Swing in the hammock, or play tennis on the clay court. This is a property for nature...

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

Ocean Front Condo with Endless Sunset Views

Welcome to Paradise! This bright, newly renovated condo will capture your heart and elevate your appreciation for the tropical heaven that Waikiki is known for. When walking into the unit, you’ll feel as if you’re on your own tropical island as you’re surrounded...

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

Comfortable, single-level retreat with fast WiFi & washer/dryer - dog-friendly

Puni Mauka A | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located less than five miles from Pāhoa for convenient shopping and dining and just two-and-a-half miles...

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

Honu Point - Luxury Princeville Vacation Home near Sea Lodge Beach

Perched on a peninsula 160 feet above the Pacific Ocean, on what many say is the best lot in the Princeville Resort, our 3 bedroom, 4 bath home offers spectacular white water views from Makana Mountain (Bali Hai) to the Kilauea Lighthouse. Secluded from the street with...

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

Wailea Elua Village | 910

Wailea Elua Village 910 is a stunning one-bedroom, one-bathroom vacation rental located in the exclusive Wailea community on Maui. This beautifully remodeled condo offers a luxurious retreat a short stroll to one of the best snorkeling beaches on Maui. Located on the...

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

DISCOUNTED RATES for your Spring and Summer Break!

Unwind in Kapalua paradise at our beachfront oasis, offering breathtaking ocean views, direct beach access, and a serene coastal vibe. Perfect for sun-soaked days, relaxing evenings on the lanai, and creating unforgettable memories with loved ones. This diamond rated...

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

Ground Level Condo Near the Pool!

Experience Princeville like a local in this 2-bedroom condo. Step into this fabulous property and be greeted by the amazing 2 king beds in the bedrooms. The condo also offers enjoyable amenities such as a washing machine, AC, WiFi, a hair dryer, and an iron. With 2...

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

Beachfront top-floor unit on Oahu's north shore!

LOWEST PRICE YET – 25% OFF FOR JULY 13–AUG 10, 2025! ONLY $130/NIGHT.This remodeled condo is on the top floor of a beachfront complex on Oahu's north shore. Experience the North Shore lifestyle, including breathtaking sunsets, world-class surfing, snorkeling, and...

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

Welcome to Azure Bay, luxury oceanfront condo

Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is only steps to the beach. Our condo is professionally designed and decorated, including everything to make your stay...

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

Luxury Condo at Whalers Cove (Unit 135)

Luxury waterfront Condo with fantastic view! Unit 135 at Whalers Cove is a waterfront condo. Elegant furnishings and great amenities throughout add to the comfort and enjoyment of its guests.This gorgeous, upscale Condo resides on the top two floors, in the middle of...

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

KKSR#10 BEAUTIFUL CORNER TOWNHOME, STEPS FROM THE BEACH, AIR CONDITONING!

Amazing Townhome#10! Corner location, highly desirable, lots of extra light! This beautiful townhome has a very special location, only a few steps away from the Salt and Pepper Sand Beach on site! Featuring 2 bedrooms, and 2 bathrooms, a beautiful option for your Hawaii...

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

Sunny Poipu Condo w/ A/C close to Beach. Moir Garden and Partial Ocean View #301

Quiet & Relaxing garden view Condo with A/C at Kiahuna Plantation Resort. Inside the condo is newly renovated with island modern furniture, decor and photography by local artist, Steve Munich so you can enjoy the sights of Kauai indoors. There is a private, one bedroom...

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

KGV 15T5 Kapalua Villa w Panoramic Golf Course Views

FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...

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

Kaloko mountain cabin above Kona with hot tub and fireplace - rustic adventure!

Escape the crowds of Kailua-Kona by heading up to Kaloko, on the slopes of Mount Hualalai. This cozy, rustic stand alone cabin is situated on 5 acres and is surrounded by native ohia trees and ferns. Kick back on the porch or take the beautiful trail hike just up the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua Kona, Hawaii

Breathtaking Sunsets; Upscale Furnishings, Gorgeous Lawns For Kids + You To Play

Just renovated ! Gorgeous Master bath! 1 bedroom, 2 bathroom ground floor condo that sleeps 4. Fully equipped kitchen, outdoor lanai, 2 televisions, in-unit laundry, wireless internet, sofa bed. Unit is approximately 700 square feet. This is an ocean-front property with...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFi

Welcome to our little slice of Maui paradise. We travel the world, yet always find Maui our favorite place on earth. We have stayed at Maui Kamaole many times over the years (the first time on our honeymoon!) and always return with the dream of one day becoming an...

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

Wailea, Oceanfront, Polo Beach Club Condo #403

Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Wailea, Hawaii

NEW! 3/BR Coffee Estate with Hot Tub and Ocean View in Kona town

Aloha!! We are new to VRBO but have 25+ 5 star reviews on another popular vacation rental platform. This is truly a unique property and I have no doubt that you will enjoy your stay! This Kona coffee estate is located just minutes from downtown Kona. Centrally located,...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua Kona, Hawaii

GORGEOUS OCEAN VIEW and Sunsets! Full Kitchen, Washer/Dryer, Wi-Fi, Sleeps 4.

Waikiki Shore #1416 – 2161 Kalia Rd.This cozy 1-bed/1-bath suite boasts breathtaking 14th-floor views of the Pacific Ocean and the greenery of Ft. DeRussy Beach Park next door. Bask in the cool trade wind breezes as you enjoy al fresco dining on your private...

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

Updated! Steps to Kamaole Beach #1 Great Rates! Great Location MV2107 AC King BD

Welcome to your ultimate Maui getaway at Honu Kihei -- Maui Vista 2107! ✅ Fully air-conditioned for your comfort (mini-split/living room and air conditioner/bedroom)✅ King Bed ✅ Free Fast WiFi and Flat-screen TV for streaming and limited cable channels✅...

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

Poipu Kapili 21 By Parrish Kauai- central Poipu location, ocean & sunset views.

An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort...

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

Kapalua Ridge 1421 40%Off May Deals for Relaxing Getaway at Remodeled Condo

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kapalua Ridge 1421, a masterfully re-imagined 1-bedroom, 2-bath townhome perched on the second floor of Kapalua Ridge Villas...

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

Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA

Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. Our Aloha Kai Suite is elegant...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Wailea Ekahi Village | 39A

If you’re seeking privacy and relaxation, Wailea Ekahi Village 39A offers a secluded Maui retreat nestled behind a lush row of towering tropical plants. This hidden gem provides a tranquil oasis perfect for unwinding after a full day exploring Maui's scenic...

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

Wailea Grand Champions | 95

Do your Maui vacation right! Wailea Grand Champions 95 is surrounded by tropical landscaping and rolling green fairways, that serve as a constant reminder that you are vacatioing in paradise. This vacation rental offers a perfect blend of comfort and luxury, making it...

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

Maui Parkshore 208: Beautifully renovated 2 bedroom ocean view condo on Maui

**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**This attractive 2-bedroom, 2-bath S. Kihei vacation rental overlooks the pool area and offers ocean views beyond. Recent renovations in...

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

Hale Keoniloa: Tropical Charm + Pool in Poipu

This sophisticated, spacious, stylish, newly remodeled tropical villa seems to exist in an enchanting, resort-like world of its own, yet it's just a few minutes from world-class beaches and all the other attractions of Poipu, Koloa and the South Shore. From top to...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 11
📍 Koloa, Hawaii

Hale Kainani #6 E Komo Mai: Secluded Luxury Home w/ Pool, Spa, AC & Ocean Views

Hale Kainani 6E Komo MaiSet within the exclusive resort community of Kukui`ula, this luxury Poipu vacation rental offers the ultimate location for your group getaway. The home is brand-new, finished and furnished in comfortable elegance with natural tones for a peaceful...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Koloa, Hawaii

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private...

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

Breathtaking Transformation! Luxury 3-BR Oceanfront Condo

When you walk into this oceanfront townhouse the first thing you notice through its expansive windows is the shimmering sea, which is so close it seems to fill up the room. Your eye is drawn across the channel to the neighbor islands of Lana`i and Moloka`i, green...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 9
📍 Lahaina, Hawaii

Kona Coast Condo w/ Lanai & Outdoor Kitchen!

Plan your next tropical getaway and book this Kamuela condo for a week of beach exploration from the comfort of a tropical sanctuary. Located just a mile away from Holoholokai Beach Park, this 2-bedroom, 2.5 bathroom vacation rental lets you experience authentic Hawaii...

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

Ocean Front! Stunning Remodel in 2024! 102 Kona Riviera

Ocean Front Stunning Remodel in 2024Kona Riviera #102Bedroom Configuration:Master Bedroom: King Bed Living Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie boards, one...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach

Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse II. This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared pool and bbq pavilion.The open...

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

Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!

Start your mornings on the third-floor lanai for sunrise and end the day at Charley Young beach for spectacular sunsets. Watch turtles cruising the waves and spot whales offshore during the winter season.Two bedrooms and two bathrooms provide space and privacy for...

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

Gorgeous Wailea Elua 2Bd+2Ba 1st Floor, Ocean View Paradise Condominium #2301

New living room furniture and lanai furniture - Absolutely Lovely! Wailea Elua Village #2301 is a premier vacation condominium located in Elua Village which is directly on the sugar sand of Ulua beach in Wailea. This impressive vacation condominium is constantly in high...

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

Luana Kai B212 Ocean View. South Maui WeathernRelax...Steps to the Beach!

Beautiful single level condo in South Maui! Our unit is located on the second floor with an ocean view, recent updates, close to shopping, beaches and activities. The view can be enjoyed on our expansive double sized lanai for casual dining. You will feel at home with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Steps to Beaches, 2 King Suites, Private Pool, AC!

Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Kolea Penthouse16F"ALWAYS-ON-MY-MIIIND". DIRECT BEACH ACCESS, Beach gear & More

PROPERTY DESCRIPTION: KOLEA PENTHOUSE VILLA 16F - 2BR, 2BA- TOP (3rd) FLOOR with a 3-Mountain Views, elegant tropical decor, and direct beach access. Sleep 4.Experience the finest in luxury at Kolea. This beautiful 2-bedroom, 2-bath Penthouse villa is outstanding....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Beach Resort, Hawaii

Beautiful Beachfront Resort with Best Ocean View Room On Property pools/hot tub

Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a Beautiful forth floor room with a king bed and sitting area. Spectacular views of the ocean and resort pools.The Outrigger Kauai Beach Resort and Spa is a beautiful...

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

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