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.
Aqua Aloha Surf Waikiki 1013 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1013 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
North Shore Tropical Hale by Gather | Spacious w/ Private Pool & Tropical Ga
This spacious Haleiwa retreat offers a serene base for exploring Oahu’s famed North Shore. With over 4,000 square feet of living space and lush tropical surroundings, North Shore Tropical Hale blends the comforts of a private home with the tranquility of a garden...
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 Beachfront 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...
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...
Beautiful Aloha Escape
Summary:Welcome to our exquisite vacation rental located in a prestigious resort nestled on the stunning western coast of Oahu Hawaii This luxurious retreat offers an unparalleled experience of relaxation beauty and endless opportunities for recreation The open-concept...
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...
Marriott's Ko Olina Beach Club | Studio Villa
Summary:Experience the ultimate getaway at Marriott's Ko Olina Beach Club, a beachfront haven situated on Oahu's western coast. This upscale resort provides a tranquil escape in Kapolei, with access to golf courses, luaus, and the lagoons of Ko Olina Resort & Marina....
Relaxing Room with City View | 5 Minutes Walk to Waikiki Beach
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Kaanapali Alii 172
Kaanapali Alii 1722 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 172, a beautiful one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. Filled with natural...
Pohaku Kauai by Gather: Princeville Garden Cottage Near Hanalei Bay
Set along Hanalei Plantation Road, Pohaku Kauai is a welcoming three-bedroom cottage in Princeville surrounded by garden greenery, mountain backdrops, and occasional waterfall views after passing showers. Recently refreshed and thoughtfully equipped, this holiday home...
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
Kaanapali Alii 3512 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 351. This platinum-rated one-bedroom ocean-view residence, with a fully enclosed den that serves as a second bedroom, perfectly captures...
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...
Westin Ka'anapali Ocean Villas North - One Bedroom, Lahaina, Maui, Hawaii
Beachfront Location: The Westin Ka'anapali Ocean Resort Villas North in Lahaina offers direct beachfront access with stunning sea views. Guests can relax on the year-round outdoor swimming pool or enjoy the sun on the sandy beach.Comfortable Accommodations: Rooms...
✅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,...
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...
Charming 1-bedroom apartment in beautiful Honolulu with WiFi, AC
Your kids will surely love this ocean-themed unit located at the riverbank of Ala Wai Canal, This apartment is remodeled in 2024 with zero VOC paint on the walls for your kids’ safety. Mini Surf BoardBodyboard Water FloatNear 7-11 convenience storeVersatile kinds of...
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
Beautiful new renovation to this charming two bedroom 2 bath, ground floor condo. The living and dining areas are spacious and breezy, just steps from the pool. Generous kitchen for cooking fabulous meals, and the lanai looks out over the ocean with a great view of...
Royal Kahana Maui 903 Ocean View Studio
This ocean-view studio offers a tranquil escape with stunning views and modern comforts. Ideal for families or friends. Unit 903 Ocean View Studio• 9th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave, stovetop/oven, coffee maker,...
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 bed...
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...
New! Studio Suite with Pool by Beach with AC
Presenting Bird of Paradise Suite! Relax and replenish at this unique and tranquil getaway. Quiet studio retreat with king bed, AC, private lanai and delightful heated saltwater pool. Semi private backyard is shared only with identical sister suite.Conveniently steps...
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. It...
Walk to Beach, Pool Access! 'Kahana Coastal Condo'
Furnished Lanai w/ Shade, Lights | Pool & Hot Tub Access | Coastal Lifestyle | Kahana VillasEmbrace the ‘Aloha Spirit’ on your next island getaway at this 2-bedroom, 2.5-bath vacation rental in Lahaina. Offering a private outdoor space and access to resort-style...
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...
Tropical Getaway North Shore Princeville Studio
Welcome to Paniolo 204B, your peaceful home base in beautiful Princeville on Kauaʻi’s stunning North Shore, Kauai—“The Garden Isle”. This thoughtfully furnished studio offers the perfect blend of comfort, walkability, and access to local amenities, such as Princeville...
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...
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...
Aqua Aloha Surf Waikiki 306 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 306 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
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 at Outrigger Kauai Beach Resort & Spa! It has Ocean Views and overlooks the Pools! Enjoy your morning coffee or twilight cocktails on the patio! Room amenities include a new apt style refrigerator/freezer, Keurig coffee maker...
Royal Kahana Maui 716 Ocean View Studio
Wake up refreshed in this inviting studio with panoramic ocean views, close to Maui’s best beaches and attractions. Great for couples or solo guests. Unit 716 Ocean View Studio• 7th floor studio with balcony overlooking the west Maui coast and the island of Lanai •...
*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!
Summary:Enjoy the ultimate family-friendly resort lifestyle, with an optional 3rd bedroom. Complete with central A/C for your comfort and a sparkling pool for hours of relaxation and fun.The Space:Aloha and welcome to our beautiful vacation home in Princeville, Kauai!...
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...