Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Oceanviews From ALL Rooms 2BR - Maui Eldorado L105
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Retreat – Private Beach Cabana, Golf Course Views, and Spacious LanaiE komo mai (welcome) to your island sanctuary, where the rhythm of the kai (ocean) and...
Waikiki mountain view, close to beach & restaurants! Parking, kitchen, pool!
Waikiki Banyan #1105-T2 – 201 Ohua Ave.NEW TO OUR INVENTORY! Enjoy this newly refreshed (December 2022) 1-Bedroom/1-Bathroom condo with sweeping green views of the Ko'olau Mountains and Ala Wai Golf Course. With a full kitchen, free on-site parking for 1 vehicle, free...
Koa Resort #5G 3BR/2BA, Large townhome, Pool, AC, WIFI, Sleeps 8
Gorgeous remodeled townhome, across from ocean - Remodel includes all-tile and granite in kitchen and baths!Steps from Pool, BBQ at Cabana, A/C througout, FREE WIFIThis Koa Resort townhome is a completely remodeled 3 bedroom 2 bath home, located across from Kalepolepo...
Tropical Private Getaway on Kauai's North Shore!
Welcome to Pali Ke Kua 10—your North Shore retreat with stunning mountain and waterfall views! Nestled in one of Princeville’s most sought-after enclaves, this spacious condo offers a peaceful getaway with unforgettable scenery right from your private lanai, living...
Maalaea Condo w/ Pool Access - Walk to Beach!
Island life is right around the corner when you book a stay at this 2-bedroom, 2-bathroom vacation rental in Maalaea! Located steps from the beach, this lovely condo boasts a newly remodeled interior, a fully equipped kitchen, and a balcony overlooking the pool and...
Best Deals Ever! Amazing Condo is Hotel Zoned.nApril 110/ nightnMay 200/night
Before and after each guest's arrival and departure, our unit is thoroughly cleaned and disinfected to the upmost care. We value the safety and comfort of our guests, so please let us know if you have any questions. Our one bedroom / one bath ground floor condo is Hotel...
Private Townhouse on the North Shore - Kuilima Estates West #131
The perfect mixture of resort life in a private home. This spacious 3 bedroom, 2 bath townhome is located adjacent to the Turtle Bay Resort and its two golf courses, the Fazio and Palmer Courses. This unit is located in the Kuilima Estates, which provides access to the...
Maalaea 5 star Island Sands 100 2 bed Oceanfront
A wonderful modern unit on Maalaea Bay with a beautiful ocean view. The unit was just totally renovated throughout to Five Star Quality with all new floor, bathroom, kitchen, bedroom, living room, and lanai surfaces and furniture. Pleae see the wonderful attached...
Location, Location, Location. You can't get closer to the ocean for this price
Aloha!Welcome to our ocean paradise at the Kahana Outrigger. We take great pride in our island home and want to ensure you have everything you need for a very enjoyable and comfortable holiday. Our best advertising is the feedback from our guests - please do check out...
#128 Ground floor condo, easy access to best beach on Maui!
Ground floor Garden View unit, perfect for your Maui stay! Beautiful comfy couch, reclining chair and sitting chair complemented by a large entertainment center in living room. The bedroom has king size bed, with an additional new Queen hide-a-bed sofa in the living...
🏖️180 degree view of the Pacific Ocean | Private Pool | Gated Community | vrKCV
vrKCV - Keauhou Estates 4, Professionally Managed by Kona Coast VacationsSunset Paradise at Keauhou EstatesWelcome to Sunset Paradise, your luxurious retreat nestled within the gated community of Keauhou Estates on the Big Island of Hawai'i. This beautifully renovated...
Ground-level condo with lanai, lagoon pool, hot tub, W/D & beach access
Maui Kamaole B106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Kihei Akahi Condo w/ Private W/D, A/C-Great Location
Kihei Akahi C417Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Sensational Seaside Condo, remodeled in 2023 parking available, 1 block to beach
Our unit is located on the 9th floor and is a corner unit with a large furnished lanai's which provide you with amazing city, mountain and partial ocean views.Available to our guest we provide you with a soft queen size pillow top Serta mattress for a comfortable nights...
KR601 - Panoramic Ocean Front - Top Floor Condo - Quiet & Relaxing!
Kealia 601 is a top-floor condo boasting breathtaking, unobstructed ocean views from the living/dining room, kitchen, and private lanai. Situated in a tranquil beachfront resort, this unit offers access to an exceptional 2.5-mile stretch of pristine white sand leading...
Beachfront Condo
Beautiful updated beachfront condo on low traffic beach. Away from the touristy Honolulu, but close to nice lagoons and bays for swimming. 20 minutes from Ko Olina 45 mins from Honolulu. Stove, Oven, Microwave, Dishwasher and fridge/freezer. Our unit has a queen size...
Kailua Village #201: 2nd Floor, Corner Remodeled unit in Downtown Kona.
Looking for an incredible rental in Downtown Kona? Look no further, you've found the best property. Kailua Village#201 has an amazing location. This corner unit is Walking Distance to Everything. The Perfect Unit for 1 person or a couple looking to be in the Heart of...
Perfect Spot to Enjoy Maui Ideal Island Retreat!
**Nohonani 201 – Your Oceanfront Paradise**Welcome to Nohonani 201, a stunning 2-bedroom, 2-bath condo on the 2nd floor, offering breathtaking ocean views from the kitchen, dining areas, living room, and master bedroom. The master bedroom, located ocean-side, features...
Winter & Spring Specials! Heated Pool, Hot Tub and Ocean Views!
This condo is situated in a quiet part of the Waikoloa Villas complex. This is a 3 Bedroom 3 Bath condo has been recently renovated with bamboo flooring, bathrooms and a beautiful kitchen! The Waikoloa Villas complex includes two pools and a BBQ area.Located in the...
Unit 109 Stunning Views, Luxury, in Paradise!
A LITTLE ABOUT THIS CONDO...This exquisite condo offers the perfect blend of home-like comfort and island luxury, creating an unforgettable retreat in Maui. From the moment you step inside, you’ll be captivated by the stunning views of the lush tropical grounds and...
EL J209 Island Getaway Kaanapali Studio w Pool AC Beach Cabana
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Kona Reef A12 Direct Ocean Front, Remodeled, Air Conditioning Gorgeous
Incredible Split Air Conditioning System installed in Bedroom & Living room in April 2023! Kona Reef is one of the most ideal resort destinations on the Kona Coast. Walking distance to town (less than a mile through downtown to the IronMan pier!). Experience...
Sunny Ocean-View Studio | 2 Pools & Private Lanai | Short Walk to Beach
Ilikai Hotel 1133Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience fantastic oceanfront living at this bright and breezy studio, perched on the 11th floor of The Ilikai....
Beautiful Ocean and Fairway Views! Upgraded! GC164
We love our Peaceful Maui Condo and want to share it with you! Enjoy views of the mountains, ocean, and golf course from our top-floor, vaulted ceiling condo.Our condo comfortably sleeps six and has all the amenities that you need to enjoy your Hawaiian vacation - just...
Kaanapali Shores Unit 804 ~ Oceanfront Views! Luxury with Resort-Style Amenities
Experience the Ultimate Hawaiian Getaway at Kaanapali Shores Unit 804 ~ Hosted by Maui Westside· Sweeping oceanfront views from your private 8th-floor balcony· Spacious 2-bedroom, 2-bathroom condo · Comfortably sleeps up to 6 guests with flexible sleeping...
Makaha Condo With Fantastic Ocean View
Relax and enjoy Oahu’s beautiful West side for far less than you would pay at a hotel. We have a laid-back vibe and the world-famous Makaha Beach just a mile down the hill. More uncrowded, fantastic beaches are merely minutes away. The unobstructed ocean and mountain...
Beautiful Partial Ocean View Condo with Tropical Furnishings
Hawaii Tax ID: TA-164-325-3760-01TMK: 390180030061Welcome to Maui Vista 1313, where tropical charm meets modern comfort! This 1-bedroom gem boasts a stunning ocean view and vibrant island-inspired furnishings that remind you...
1 Mile from Pipeline Surf Break!
Studio with a small balcony and spacious bathroom. Kitchenette has a microwave, fridge and hotplate and all the dinning equipment you need. This studio is located across from Keiki Beach. It is just a 2 minute walk to the beach. The studio is part of the second floor of...
Ocean-Sunset Views at Ilikai Hotel Couples Getaway w/Fabulous Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI NOTICE — July 16, 2025Starting July 2025, spalling repairs and full exterior painting of the building. Please be advised that...
PRESTINE*CHIC*Beachy & Fully Remodeled & Oceanfront
Nestled between the white sand beaches of Kamaole I and II, you'll find the serene retreat known as the Royal Mauian. Step out onto your private patio and lush lawn, just steps away from the turquoise Pacific waters. Here, you can enjoy the spectacle of whales breaching...
Kona Bali Kai 317 Direct Oceanfront, Major Upgrade with Central Air
Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in Kona Bali Kai, one of Kona's most popular oceanfront destinations. New mini split level A/C system keeps the unit cool. Watch the dolphins, whales (during winter season) surfers, and those magnificent...
Kailua Village 5th floor - View of Kailua Bay KV506
Kailua Village condos is located in the heart of historic Kailua-Kona Village. This condo, located on the fifth floor, is high enough to capture all of the wonderful ocean breezes and watch the gorgeous sunsets in the evening. Kailua Village Condos has a keyed elevator...
Maui Resort Rentals: Westin Kaanapali Ocean Resort 2BR Deluxe Oceanfront Villa
Two bedroom, two bathroom 1800 square foot villa featuring large balconies set off primary bedroom and guest room with direct ocean front view of the Pacific and the neighboring islands of Lanai and Molokai. Luxuriously appointed brand new purpose built condominiums....
2BR/2BA Kona Reef Ocean & White Sand Beach From Every Room
VIEWS... VIEWS... VIEWS... OCEAN AND WHITE SAND BEACH ALL ROOMS. THE MELODY OF SURF WAVES BREAKING ON THE SHORE ALL DAY AND NIGHT... BREATHTAKING GOLDEN SUNSETS FROM THE LANAI/PATIO AT COCKTAIL HOUR!'FREE' Unlimited Long Distance Telephone & Fax to All USA and CANADA....
ICC 13 Beautifully Furnish 2BD Kaanapali Cottage Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ilikai Marina, Your Home Away From Home!
Construction Notice 4/23/25: Spall repairs are currently underway on the ocean-side units and will commence on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from early July...
Just Reduced Value Season! 3rd Floor Unit Steps from the Beach
The best of Kihei Akahi - Quiet 3rd floor unit in the C Building with views of Mt. Haleakala, and the garden from the lanai. Walk across the street to Kamaole Beach Park II for excellent swimming, snorkeling with occasional sea turtles, or strolling the beach. There are...
Bungalow-Beach House
With high-end natural Travertine flooring sets the scene for relaxed beachside luxe living. Vaulted Ceilings create an airy & grand feel-magnifying & diffusing sunshine & natural light. The Chef's Kitchen affords comfortable & fun entertaining with knockout Ocean views....
"Ocean View Oasis: Enjoy Tranquil Coconut Tree Views Overlooking Beautiful Wailua Bay!"
"Oceanview Oasis" a beautiful ground floor at Wailua Bay View!Tropical Oceanview stylish decorated condo. The view of the ocean and swaying coconut trees will put right into vacation mode from the time you step in this condo. Sun, Surf and sand beaches await you here on...
KBM Resorts | FREE CAR | Napili Point | Oceanfront | Spacious 2-Bedroom Villa! NAP-C18
Oceanfront 2-bedroom villa at Napili Point with panoramic views, private lanai, and steps from snorkeling and Napili Bay-ideal for turtle watching, sunsets, and a serene Maui escape.*Special Offer: Book any KBM rental home in Hawaii for 6 nights or more with an arrival...
North Shore Getaway @ Turtle Bay - Kuilima Estates East
AWESOME NORTH SHORE GETAWAY @ TURTLE BAY! Short walk to ocean and safe family-friendly beach.Welcome to our air conditioned and spacious condo at Kuilima Estates East, located right at the entrance of Turtle Bay, Ritz Carlton North Shore. Our 1 bedroom condo with loft...
Wonderful Oceanfront Condo 🌊 Spectacular Views From The Lanai! 🏄♀️ Hale Kona Kai 408
True and Absolute oceanfront condo with a lanai (balcony) that almost hangs over the ocean. The tide pools below where turtles and eels like to come to eat. Let the sounds of the sea lull you to sleep after your day of sightseeing or relaxing; both bedroom and living...
Central Waikiki! Large lanai, close 2 beach! Fireworks! WASHLET! Sleeps 6!
Regency on Beachwalk #51 – 255 Beach WalkComfort AND Convenience! Newly decorated, fully-furnished end condo (693 sq. ft. plus two lanais with tables and chairs, for a total of 910 sq. ft.) at the Regency on Beachwalk, right in the heart of Waikiki and steps from the...
Spacious One Level Condo with Stunning Views!
**Ka'anapali Plantation #1**This spacious 1,536 sq ft. condominium features new beds, flooring, paint, and lanai furniture. With three bedrooms and three full baths, it is located just down the road from the excitement and activities of the famous Ka'anapali Beach...
Premium Mana Kai Maui Resort condo with fantastic views, private lanai & WiFi
Mana Kai Maui Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Idyllic Island Retreat w/ Pools, Hot Tubs, Fitness Center: Near Beach, Dining
Waikoloa Beach Villas P4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An idyllic island retreat awaits at this lavish 3BR/3BA condo, located in the gated Waikoloa Beach Villas....
NP A8 OceanFront 1BD Condo w Ocean Views AC and Pool
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
“Great location in town close to beaches, town and ocean 2 min walk”
'Price now 125.00 daily was 135.00. This is a oceanview studio condo in town with very comfortable airloom queen mattress with wall bed that folds down from the wall to give you more space, with extra fold town table also. Did i say location? This condo is in a 'great '...
2 Mi to Town: Kailua-Kona Condo Steps from Beach
Private Lanai | In-Unit Laundry | Ali'i VillasMake the Big Island your home away from home when you book this charming coastal vacation rental. Located within eyesight of the ocean, this 1-bedroom, 1-bath condo promises relaxing days in Kailua-Kona. You'll also enjoy a...
Kaanapali Shores 213 Enjoy Your Well Earned Summer Getaway at OceanFront Resort
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 213, a freshly remodeled 2-bedroom, 2-bath condo set within the vibrant beachfront community of North...