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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Hale Malanai*Stairway to Heaven*Huge Views*Steps to Baby Beach

YouTube Video Presentation - https://youtu.be/p-Z6fAoScHQYou walk up the staircase and are immediately pulled by the huge ocean view onto the lanai. The jungle like foliage, the smell of plumeria, the ocean and the sky enchant you as the tradewinds of this perfect...

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

Kauai Exclusive - Lae Nani 121 - Oceanfront - Steps to the beach

Enjoy an amazing 180-degree view of the ocean overlooking Wailua Bay, a wonderful sandy beach and beautiful green mountains in the background. Your stay here puts you just steps away from the water and on one of the few swimmable beaches on the East side. This unique...

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

Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee

Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...

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

Hale O Imi Loa 3br 2ba Cute PrincevilleCottage

Welcome to Hale O Imi Loa. This 3br 2ba home has been in Princeville since 1986 and is a local treasure. Recently remodeled, the owners of this home have taken great care to ensure that guests can enjoy a beautiful Hawaiian Vacation here at the home dedicated to their...

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

F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!

This is a legal vacation rental! This unit has been on VRBO for years (ID 124914, by super host Micki Jacobs) with hundreds of reviews, averaging 4.9! We purchased F507 in January 2022. Existing reservations were booked through the original ID. That profile has now been...

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

Escape to your private oasis

Private island retreat with a garden view in an upscale Hilo neighborhood. Close to downtown, delicious restraunts, and fun farmers markets. This unit is a completely separate room that has a private entrance and private bathroom. Plus a covered parking spot to help you...

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

Mauna Lani Point | F304

Welcome to Mauna Lani Point F304, an exquisite one-bedroom vacation rental that offers a harmonious blend of luxury, tranquility, and breathtaking views. Nestled within the prestigious Mauna Lani Resort on the Big Island of Hawaii, this property promises an...

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

Kihei Surfside #213: Oceanfront Charm and Comfort with Breathtaking Views

Kihei Surfside #213 – Ocean View Comfort with Split Duct A/C and Open InteriorsEnjoy breathtaking coastline views and island breezes at Kihei Surfside #213, a beautifully maintained one-bedroom, one-and-a-half-bathroom condo located in the heart of South Kihei. Just...

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

Honua Kai Desired ground floor suite. Steps to the beach and pools. Suite H116

Aloha! Welcome to our beautiful one bedroom suite at the Honua Kai Resort and Spa - Suite 116 Hokulani Tower.We do not charge a resort or parking fee. The quote listed is all in.We also have a 1100 Sq/Ft 2 BR / 2 BR suite a minute walk from this suite. It is VRBO...

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

Luxury Garden Condo at Waipouli Beach Resort

This luxury garden view 2bd 3ba condo is located at beautiful Waipouli Beach Resort & Spa on Kauai. We are Unit #A303Beautifully furnished and with central air for your comfort. The kitchen is fully stocked, top of the line appliances, granite countertops, and...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapa?a, Hawaii

Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!

This condo is a spacious 1,400 square foot air conditioned condo with oversized windows and two lanais to help guests enjoy the surrounding beauty of the resort. Master and guest bedrooms with respective bathrooms provide privacy, while plenty of closet space and a...

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

Makena Surf | B106 | Beachfront Resort

Welcome to Makena Surf B106, a stunning two-bedroom beachfront suite just steps away from the golden sands and the ocean's edge. This beautifully appointed residence combines luxury and comfort, featuring elegant tray ceilings, exquisite wood cabinetry, and contemporary...

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

Ground Floor Garden View Unit with Great Amenities (KADG15)

Hawaii Tax ID: TA-130-988-0320-01TMK: 390200010143Lovely Maui Condo! The living room in this condo features a very comfortable convertible sofa and therefore the unit can accommodate up to 5 guests. Located in the impeccably maintained grounds of Kihei Akahi, this...

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

Beachside Bliss, Condo Just Steps Away From the Ocean - Sugar Beach #129

Welcome to Sugar Beach Resort #129 – Your Beachside Bliss!Experience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with elevators,...

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

New low rates thru Mid-Dec 2022.... Weekly Housekeeping now included FREE!

TA-105-568-8704-01Enjoy your morning coffee in comfort on the master lanai and end the day watching the sunset from your own backyard. Spend days relaxing poolside while listening to your favorite tunes play throughout. Kalani Villa is the epitome of what a holiday home...

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

Spacious, thoughtfully appointed 2nd-floor condo

Maui Kamaole D208 is a 2-bedroom, 2-bathroom spacious condo situated on the 2nd floor, has 3 window a/c units, and can accommodate up to 6 guests. Please note that this low-rise complex does not have elevators and there is a flight of stairs to get up to the unit's...

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

Amazing steps to the OCEAN experience!

Is it OK to come to Maui? Yes. Today is February 19 2025 and Lahaina is showing signs of rebuilding but it can still use our support. Maui needs you. Wherever you go travel with Pono. The person next to you may have lost someone, everything or both. Keep that in mind...

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

Family Friendly Home with Mountain Views, Private Lanai, and Beach Accessories

Ainamalu located at the entrance of the Waikoloa Beach Resort road. A 20 minute drive from the Ellison Onizuka Kona International Airport at Keahole. Our home is a 3 bedrooms 2 bath (model Kalani). There is a fabulous view of the Mauna Kea mountain, which sometimes...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Waikoloa Village, Hawaii

Oceanfront 2BR/2BA at Kona Nalu: Stunning Views, Ideal Location!

Kona Nalu offers spectacular oceanfront views from this two-bedroom, two-bathroom property with an updated kitchen and a great layout. Here's what you can expect from this private oceanfront property on Alii Drive:As you enter the property, you'll be captivated by the...

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

Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo

Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you with breathtaking unrestricted views, a gourmet well-equipped kitchen with superb new appliances, two spacious (adding about 700 sq.' to the living...

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

Pane Road Hale, Quaint & updated for your comfort

Step back in time to old Hawaii. Quaint yet updated for your comfort. Located on a quiet road just a short block to Brennecke’s Beach and the adjacent Poipu Beach Park... Pane Road Hale. This spacious, comfortable home has a large living area for all to gather and a...

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

Remodel complete! Mauna Lani Villages with private Beach Club accessn

Welcome to your Hawaiian home, professionally managed by Premier Host Allyson Michaels Concierge. Our half duplex is located in the middle of the exclusive Villages at the Mauna Lani Resort where guests are able to access the Mauna Lani Private Beach Club, oceanfront...

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

Resort View - 2 Bedroom - Westin Nanea Ocean Villas - Full Resort Access

Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...

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

Private 4bd Home, Walk to Beach

The Kahana Beach House is a spacious and comfortable home located across the street from a secluded beach. Close to some of Maui's best restaurants, golf, and exciting island attractions the beach house serves as a great central hub to explore the island of Maui. The...

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

Boutique Condo with Contemporary Art: Steps from Scenic Poipu Beach Trail.

Now with 1 KING BED & 2 QUEEN BEDS - The master bedroom has been upgraded with TWO NEW QUEEN BEDS. The second bedroom is with a KING BED!Sunny south Kauai beckons from this gorgeous two-bedroom, two-bath Regency at Poipu Kai condo, where modern amenities meet a fully...

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

Discounted Rate-Honua Kai Spacious Studio with ocean view-5 star-Resort Pools

Honua Kai Resort and Spa Suite 437 in the Konea tower welcomes you with so much Aloha....This spacious studio can accommodate up to 4 guests.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs• Beach umbrella• CoolerYou will be...

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

KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Recently Remodeled! HKK-309

Luxurious oceanfront 2-bedrooms with 3 King beds, 2-bath penthouse at Honua Kai with soaring ceilings, expansive lanai with BBQ, and panoramic ocean views from every room.** Limited Time Special Offer: Book any KBM rental home in Hawaii for 6 nights or more with an...

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

Pool & Spa, Ocean, Golf on the North Shore

Don't take it from us! Direct quotes from our 5 star reviews:"If you are questioning if you should rent or not…just do it. This place is incredible. The sunsets are amazing, the house is perfect. The two master set up is ideal for families sharing a home…..the...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 10
📍 Princeville, Hawaii

Exciting Water Adventures! Beachfront Resort! W/ Pool Access & Airport Shuttle!

You'll be at the heart of Kaua’i’s adventure! Swim at golden sand beaches, explore Lihue's vibrant culture, hike breathtaking trails, and savor local cuisine. Proximity to the airport & free shuttle means more time for fun!Aloha and welcome to our slice of paradise!...

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

Hale Alaula - Ocean View: Private Home Near Kona Town w/Spa, AC, Spacious Lanai

This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Bring the entire family to our beautiful three-bedroom, two-bathroom home located in the beautiful Malulani Gardens. There's plenty of space for everyone in this...

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

Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views

***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Covid -19 is a very unpredictable virus that impacts everyone. We are in this together and are flexible with our guest’s for Covid related travel and...

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

Turtle Bay Fairway Condo - Kuilima Estates East

Welcome to your North Shore paradise! Step into our fully remodeled Turtle bay condo, boasting breathtaking views of the 18th hole through wall-to-wall windows. Outside, Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine...

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

Vacation in Style and Comfort at the 'NEW' Eldorado - 2BR - Building B

2 BEDROOM 1 BATHROOMThis 2 bedroom Maui Eldorado Resort condominium located on the main floor of Building B has been completely upgraded and renovated. It features:• Large, sleek fully-equipped kitchen with a large 6’ x 3’ island with 4 bar stool chairs, granite...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Kaanapali, Hawaii

Hualalai Haliipua Villa 104

Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems, built-in lanai...

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

❤️PiH❤️ HAWAII ROMA ★ Hilton Pool & Waterslide Passes ★ Golf Course, Sunset Views ★

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaii Roma at KaMilo, a part of our Hawaiian Luxury Collection and a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to add...

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

Plumeria Room on a Lush Farm on Maui's North Shore

The Plumeria Room is one of our most spacious rooms. Guests enjoy a private bathroom with shower, desk, small refrigerator, pour-over coffee, a large closet and shared laundry facilities within the building. The room includes a king size bed and a queen size futon sofa...

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

Resort Townhome, Close to Shops, Restaurants & Beach

🌺 Limited-Time Offer – 20% Off!Book your stay now and enjoy 20% off for a limited time! Perfect for summer escapes. Don’t miss out on this aloha-filled special—valid for stays through September 3rd.Aloha and Welcome to Leilani at the Beach Villas in Waikoloa...

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

Coconut Plantation 1078-1: Bright 3BR Beach Home Steps from Ko Olina Attractions

This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1078-1 by...

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

🌺Paradise awaits you...Come experience our "Ohana Beach Condo" 🌺

Our Maui Paradise awaits you! Be our guest at our "Ohana Beach Condos " VRBO #1628652... Our newly updated unit is on the southwest side of Maui, located next door to Wailea in sunny Kihei. This Maui resort is a complex of three beautifully landscaped buildings. Our one...

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

Incredible Views Milowai 1 Bed 1 Bath Condo

A peaceful retreat where you can hear the ocean waves from your king size bed. Sunrise and sunset views from your lanai. Located on the 3rd floor with elevator access. Milowai complex has a heated pool with BBQ's and a small library for guests use. There is a 5-mile...

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

Beautiful Ocean & Mountain View Condominium

Relax on our second story lanai and enjoy views of the blue Pacific, majestic mountains, and cascading waterfalls. Watch the sunset with your family from your lanai, or walk 50 feet to the end of the cliff for more views and the sounds of the ocean. Wake up in the...

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

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Our Eco Friendly home is conveniently located near Maui’s most beautiful beaches. Minutes away from Wailea Beach, Keawakapu Beach, Kamaole Beach III and the famous Big Beach. Also, sitting at the base of Haleakala you will have opportunities to adventure to incredible...

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

ULTRA LUXURY OCEANFRONT 2Bd/ 2Ba Fully Renovated!

This sixth floor, oceanfront, luxury unit opens up onto your very own private patio with stunning, FULL ocean views. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.Relax in your king sized...

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

Honua Kai H825 Luxurious Kaanapali Beach 3BD Condo with Beautiful Ocean Views

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Honua Kai Hokulani 825, an eighth-floor 3-bedroom, 3-bath penthouse style residence that sleeps up to 10 guests and frames...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Lahaina, Hawaii

New! Hale Aloha with Ocean Views - steps to beach

This beautiful, airy open floor plan home has white water ocean views on one side and a lush jungle on the other making it the perfect location for an epic family vacation. If you’re looking to escape the crowds and enjoy your own piece of paradise overlooking one of...

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

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

This is an absolute Oceanfront Villa. Watch the dolphins while you have breakfast.This wonderful Villa offers oceanfront amenities including the fragrance of the ocean spray and warm tropical breezes truly distinctive to Hawaii!Welcome to this two bedroom, two and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Stunning, spacious home with VIP access to private Mauna Lani Beach Club!

AMAZING PROPERTY!! VERY PRIVATE & VERY SPACIOUS HOME, INCLUDES VIP PASS TO PRIVATE BEACH CLUB.This Phase One Maile plan with its direct west facing view and end of cul-de-sac location is a gem. Immaculately maintained with many developer and custom upgrades. The custom...

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

Private, Luxurious Dream Home with Swimming Pool, Permitted

This beautiful permitted (BBPH2009/0001 SUP 2007/0001, GE/TA-154-485-1456-01) three bedroom, three bathroom Maui vacation rental home conquers your heart and soul the moment you step in, with its simple elegance and unbelievable feeling. Set on 4.3 acres of estate like...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Haiku, Hawaii

Pono Pearl Villa | Beach Access + AC In Every Room

Just a short walk from the beach, this spacious home is ideal for family reunions, retreats, or groups looking for space, privacy, and easy shoreline access. This listing represents one of several similarly appointed homes in the Windward area. All units share the same...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 14
📍 Laie, Hawaii

5 Star Luxury Beach Villa ~ Mountain, lake and golf views. BBQ on the lanai!

Enjoy Our Comfortable Tropical Condo For Your Island Get Away. We Are Directly Across From One Of Two Pools And BBQ Areas And Right On The 8th Fairway Of The Waikoloa Beach Golf Course. In The Living Room, We Have A 55" Samsung QLED 4K Smart TV With Surround Sound Bar...

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

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