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.
Relax in Style - Quiet, Air-Conditioned 2-Bedroom Condo in Sunny Wailuku
Discover a contemporary two-bedroom Maui loft adorned with modern art and ocean views. This serene retreat is the ideal base for easy access to all your adventures, from surfing with turtles to hitting the beach. The condo is equipped with beach chairs, a complete...
Lahaina Shores Beachfront OceanView Tropical Escape
Escape to Paradise: Direct Oceanfront Studio in Lahaina, MauiWelcome to your Hawaiian dream! This stunning studio condo is your private sanctuary right on the Lahaina oceanfront. Imagine waking up to the sound of the waves, sipping your coffee on your private lanai as...
Honua Kai | 4 Free Rental Cars | KBM Resorts | 3 King Beds! | 4 Units, 8 Bedrooms | HK ML-1367
** 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...
Maui Lea at Maui Hill - 1 Bedroom/2 Bathroom/Full Kitchen Weekly Booking Only
Maui Lea at Maui Hill sits on a tropical bluff overlooking the clear blue of the Pacific, just minutes from the premier resort area of Wailea. Guests of the the resort are invited to explore the resort's twelve acres of lush tropical landscape, or take a dip in the...
Newly Renovated Cozy Beach Vibes Central Waikiki Location & Modern Comfort
Welcome to your perfect island escape! This freshly designed studio brings the beach and ocean vibes, featuring calming coastal décor, sea turtle accents, and surfboards inspired by Hawaii’s natural beauty.Unwind after a day of adventure with WiFi, Roku, Cable, Smart...
Honolulu Beachfront Retreat: Lux Beachfront with Ocean Views
Welcome to Honolulu Beachfront Retreat, a stunning 4-bedroom, 3.5-bath coastal sanctuary set along a “secret” sandy stretch of East Honolulu. Spanning approximately 1,840 sq ft of refined living space and fronting 65 linear feet of pristine shoreline, this newly...
15th Fl Waikiki Sunset | AC | Parking | Mtn View
Enjoy Waikiki living from this beautiful 15th-floor one-bedroom suite, just one block from world-famous Waikiki Beach. With excellent views, modern comforts, and prime location, this suite offers the perfect balance of relaxation and convenience.The Space• One-bedroom...
2 Units, Ridge Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
226-4 Steps to Surf and Sun
Located just steps from the ocean in the beachfront section of Puamana that was spared during the August 2023 Lahaina fire, this spacious 3-bedroom, 2.5-bath townhome offers a rare opportunity to stay in one of Maui’s most peaceful and private communities. This is a...
Tropical Paradise #7/8 at HBR, beach access, AC, washer/dryer & kitchen
REGISTRATION/RESORT/PARKING FEES DUE TO THE RESORT AT THE ARRIVAL. Elegant, newly renovated, and a very private condo. Nestled in the trees, featuring a short jungle walk to a quiet, private beach, it looks out to a view of sparkling Hanalei Bay, lush gardens, soaring...
Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7
Kailua Sands sits directly on the golden curve of Kailua Beach, where turquoise waters meet soft sand just steps from your lanai. This single-level, 3,360-square-foot home embraces a seamless indoor-outdoor flow, centered around a private pool courtyard framed by...
Direct oceanfront Studio in Kaanapali, Maui
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our penthouse is on the 9th floor and offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale...
Kaanapali Alii 172
Welcome to the Kaanapali Alii 172, a luxury vacation rental perfect for your next family getaway. Nestled in the heart of Lahaina, this stunning condominium offers a serene ocean view, making it an ideal short-term rental for those seeking a tranquil escape.Step inside...
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
Beautiful Ocean Front Condo on Maui
The Maui Sunset Resort, with its immaculate grounds and tropical landscaping, is a family-friendly, oceanfront property offering breathtaking ocean and garden views. It has easy access to the sand beach where you can watch the amazing sunsets. The condo where you will...
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...
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...
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...
Keauhou Kona Surf & Racquet – Spacious Condo Available for Thanksgiving
**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...