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.
Kaanapali Alii | 351
Welcome to your dream Hawaiian escape at Kaanapali Alii 351, a luxury vacation rental that promises an unforgettable stay. Nestled in the heart of Lahaina, this stunning one-bedroom plus den condo offers breathtaking ocean views, making it an ideal short-term rental for...
Lux Hotel Villa with Kitchenette, King Bed, Living area and more!
Welcome to an amazing beachfront resort experience with so much more to offer than a standard hotel room! Enjoy some of the nice-to-haves from home like the kitchenette and cozy dining area, full size sofa with queen pull out bed in the living area, and the clothes...
Hale Ho'omaha- Vacation Home
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
Kick Off Your Adventure Gateway to Maui! 3 Contemporary Units, With Outdoor Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Grand Waikikian 1BR+ Oasis – Island Luxury, Short Walk to Waikiki Beach
Enjoy a spacious and luxurious island escape in this 1 Bedroom Plus (1DP) suite at the Grand Waikikian, part of the Hilton Grand Vacations Club at the Hilton Hawaiian Village Waikiki Beach Resort. Ideal for couples, small families, or extended stays, this enhanced...
Like new, 1st floor, king, pool
Summary:Modern designer touches with Island vibe will meet you in this tastefully upgraded ground level unit. Large living room with high ceilings opens into a fully stocked, chef's kitchen and opens to lanai (balcony) with expansive seating and views of golf, lake,...
Relax Your Eyes with Stunning Ocean Views! Outdoor Pool!
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Unwind in Room w/ City Views – Near Waikiki Beach! Outdoor Pool!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Lagoon View Resort Retreat
Keep it simple at this peaceful at this Resort Hotel Room. A lovely view from private lanai overlooking lagoon and mountains beyond at this popular kauai's East side Oceanfront Resort location. An easy 5 minute drive from the LIhue airport, an ideal resting spot to end...
Ala Moana Hotel Sleeps 4 near beach
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk. The daily parking rate is $39.00. Tax(17.962%)...
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Brand New Listing! Professional photos coming soon!Beautiful new renovation to this charming two bedroom 2 bath condo. The living and dining areas are spacious and breezy on the ground floor, just steps from the pool. Generous kitchen for cooking fabulous meals, and the...
Royal Kahana Maui 903 Ocean View Studio
- 9th floor condo with balcony- Vinyl plank flooring in living area; tile in kitchen and bathroom- Updated kitchen with granite counter – fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with granite counters and walk-in tiled shower with grab bar-...
20th Fl Waikiki Sunset | King | AC | Parking | Pool
Experience the best of Waikiki from this spectacular 20th-floor suite with city and ocean views—just one block from Waikiki Beach. Perfect for couples or small families, this unit combines comfort, convenience, and unforgettable scenery.The Space• Bedroom: King-size...
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bedroom Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Luxury 6th Floor Interior Courtyard Offering w/ Stunning Ocean Views!
This tandem 3BR/3BA pairing is comprised of two fantastic 6th-floor oceanview suites located directly next door to each other. Each suite overlooks the Hokulani Tower's lush interior courtyard and pools and provide spectacular full ocean views.Gather, reconnect, and...
Rare Beachfront Gem • Lahaina Studio w/ Pool & Balcony
Welcome to your slice of paradise—a rare beachfront studio in Lahaina, Maui, where the ocean greets you just steps from your door.This spacious studio offers room to relax, with a comfy bed, a full kitchen with modern appliances, and a private balcony overlooking the...
Tropical North Shore - Walk to the Beach
We are traveling for a few months and would love to find the right family to stay at our home!Our beautifully decorated and recently renovated house is located at Sunset Beach, on Oahu’s North Shore, and it's very close to the beach.It is a 3 bedroom house, but only 2...
Keauhou Kona Surf & Racquet – Spacious Condo in Kona
**NEW LISTING**Welcome to our home “Hale ma ka Kìhàpai” @ Keauhou Surf and Racquet Club.Nestled within a gated community next to the ocean, this bright and spacious garden view 2-bedroom, 2-bath corner home is located along the 13th hole of the Kona Country Club....
Aloha Kai Paradise Oceanfront Kahana Reef Condo with Mesmerizing Views
Aloha Kai Paradise HideawayOceanfront Tranquility at Kahana Reef, West MauiWelcome to Aloha Kai Paradise Hideaway, your private oceanfront sanctuary located on the top floor of the peaceful and boutique-style Kahana Reef in beautiful West Maui. This thoughtfully...
Kaanapali Alii | 233
Welcome to Kaanapali Alii 233, a luxury vacation rental that promises an unforgettable Hawaiian experience. This charming two-bedroom, two-bath condo is nestled in the heart of Lahaina, offering breathtaking ocean views and a prime location near some of Maui's most...
Maui Vista, Kihei, ocean, tennis, pool and the beauty of Maui.
Consider this charming condo your home away from home while you visit Kihei. This superb 1-bedroom unit comes with a cozy living room featuring a sofa bed, perfect for extra guests. With amenities like AC, WiFi, a washing machine and dryer, your stay will be convenient...
KV E706 Breathtaking Oceanview 2BD with central AC Pool & near beach!
Kahana Villa E706 NEW LISTING! 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...
July 18-23, 2025 Maui 1 BDRM @ Westin Kaanapali Ocean Resort Villas
Can also book many other Westin Villa properties in AZ, CA, CO, HI, FL, MEX, St Thomas, & Bahamas.Vacation Rental -- Maui Westin Kaanapali Ocean Resort Villas/ or Westin Nanea (up to 8 days/7 nights) Now Booking Reservations 8 to 12 months in advance. Please note that...
Wailea Elua Village 2108 - 2 Bedroom Ocean View Condo
Welcome to Wailea Elua Village #2108. This two-bedroom, two-bath residence is fully remodeled and redecorated, features an extra-large floor plan of more than 1,500 square feet, and boasts gorgeous, elevated views of the ocean, off-shore islets, and lush tropical...
Marriott's Maui Ocean Club - Molokai, Maui, & Lanai Towers
Find your bliss in this luxurious space, where unequaled comfort provides an intimate refuge. If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing pools)...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
Drive & Camp/Ford Transit
About this spaceReconnect with nature at this unforgettable escape. Maui Camp SpotsKipahulu Campground / Haleakala National ParkTony’s Place:A nice private campground in Hana town, walking distance to Hamoa Beach.Lahaina & Westside:Camp OlowaluPapaluaRoadside on the...
Beautifully Renovated Beach Resort Condo on Kaanapali Beach
Beautifully Renovated Beach Resort Condo on Kaanapali Beach - Managed by Hawaii Life Vacation RentalsWelcome to our slice of paradise! Located inside the lush and serene Aston Maui Kaanapali Villas, just north of iconic Black Rock, our spacious and fully renovated...
OUTSTANDING OCEAN AND POOL VIEWS FROM TOP FLOOR! GREAT DEAL WITH NO RESORT FEES!
This is the perfect one bedroom suite! It has Ocean Views and overlooks the Pools! Enjoy your morning coffee or twilight cocktails on the patio! Room amenities include a small refrigerator/freezer, Keurig coffee maker (coffee and teas provided by host) plenty of...
Royal Kahana Maui 716 Ocean View Studio
- 7th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen, bathroom and...
*Maalaea Banyans 104* NEW LISTING Maui Stunning Prime Ocean Front with hot tub!
Enjoy this ground floor unit featuring gorgeous ocean front views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has split system AC throughout the...
NEW! Nihilani 6B, Premium 2BD+Bonus Room, w/ A/C & Superb Pool!
Aloha and welcome to our beautiful vacation home in Princeville, Kauai! This luxurious two-story, two-bedroom condo with an optional third bedroom (with 2 twin beds), offers the perfect mix of comfort, elegance, and island convenience. Located just minutes from the...
Waikiki Banyan @T2-29th 2Double Beds NEW Renovated
Summary:Parking is free. Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck...
Lahaina Beach Getaway Destination! Steps from Ka'anapali Surf Club, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
Marriott Vacation Club, Waikiki 1BR sleeps 6
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
NEW! KBM Resorts | FREE CAR | Oceanview Luxury Villa | Hale Moana At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa! MON
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
3 Partial Ocean View Units, Pool, 3 Restaurants, Minutes to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Napili Point | 2 Free Rental Cars | KBM Resorts | Water Front | 2 Units, 4 Bedrooms | NAP ML-2096
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Ocean Front | 2 Units, 6 Bedrooms | HK ML-1101
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kaanapali Alii 194
Welcome to Kaanapali Alii 194, your perfect luxury vacation rental nestled in the heart of Lahaina. This stunning two-bedroom, two-bathroom condominium offers breathtaking views of the Pacific Ocean and is a short walk to the pristine Kaanapali Beach. Ideal for families...
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & Hiking
Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in Kailua’s coveted Lanikai neighborhood. Recently renovated interiors meet breezy outdoor living, surrounded by tropical...
Peaceful 1-Bedroom in a Quiet Community
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
New Listing! Colorful 1bd on the 3rd floor
Welcome to Valley Isle 301, a beautiful 1-bedroom, 1-bath condo with stunning ocean views, located just steps from the beach between Kaanapali and Kapalua. This spacious third-floor unit comfortably sleeps up to four guests and offers the perfect blend of island charm...
KHV 34 Direct Ocean Front Views 2BD Kahana Condo
Kahana Village 34 NEW LISTING Amazing 2 Bedroom, 2 Bathroom, West Maui Beachfront Getaway Steps to the Beach, Pool, and Hot Tub! Wake up to the sound of waves and breathtaking views at this beautifully remodeled two-bedroom, two-bathroom, two-story condo at Kahana...
Royal Sea Cliff Kona 306 Garden View 2 Bedroom
- 3rd floor condo with lanai on the south side of the building- Maximum 6 persons including children and infants- Master bedroom with 1 king bed and bathroom with walk-in shower and double sinks- 2nd bedroom with 1 king- Queen sofa sleeper with premium mattress in...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...